Synthesis of Vinca Alkaloids and Related Compounds, XXII. Some Chemical Transformations of 15‐Oxovincamone

János Sápi, Lajos Szabó, Eszter Baitz‐Gács, György Kalaus, Csaba Szántay, ÉVa Karsai‐Bihátsi

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4 Citations (Scopus)

Abstract

In the course of an attempted synthesis of E‐norvincamine (4) (−)‐15‐oxovincamone (7), prepared from (−)‐vincamone (2), was converted by means of methanolic sodium methoxide to give the (−)‐11‐cis and (±)‐12‐trans alcohols. Alkaline hydrolysis of the dioxo compound 7 furnishes the α‐oxo acids 8 and 9 as a result of an epimerization‐racemization process.

Original languageEnglish
Pages (from-to)1794-1803
Number of pages10
JournalLiebigs Annalen der Chemie
Volume1985
Issue number9
DOIs
Publication statusPublished - Jan 1 1985

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ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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